Interaction Study of Paracetamol with Saturated (Capric) and Unsaturated (Oleic) Fatty Acids

Misra, A. K.; Misra, Manju; Panpalia, G. M.; Dorle, Avinash Keshav

doi:10.1080/10837450701366895

Cited by 6 publications

(5 citation statements)

References 18 publications

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“…2 C -F (Fig. 2B) of carboxylic and OH group of saturated or unsaturated fatty acid 8,9 present in GG. FROM (1:0.5), (1:1), (1:2), (1:3) W/W PROPORTIONS.…”

Section: Results and Discussion: Physico-chemical Analysis Of Ggmentioning

confidence: 98%

Untitled

2015

IJPSR

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Present investigation provides evidence for complex formation of Ibuprofen (Ib) with Go-Ghrita (GG). Ibuprofen binary mixture in (1:0.5), (1:1), (1:2), (1:3) w/w proportions were prepared by adding to molten Go-Ghrita kept over a water bath at 65-70 o C with continuous stirring. Organoleptic and Physicochemical properties of GG (procured from Magan Sangrahalaya, Wardha) were as per the specifications given in Ayurvedic Pharmacopoeia (AP) and Indian Pharmacopoeia (IP). All proportions were subjected for FT-IR and in-vitro release behaviour (SGF, P H 1.2 for 2 Hrs and SIF, P H 6.8 for 7 Hrs) and on basis of it, optimized (1:1) w/w proportions were further analyzed and characterized for Differential Scanning Calorimetry, X-ray diffraction, Nuclear Magnetic Resonance and Scanning Electron Microscopy. Carbonyl stretching of isopropionic acid group to slight higher frequency 1.39 % cm -1 (increase) and (-C=O) linked (-OH) band stretching to slight lower frequency 1.09 cm -1 (decrease) shown in FT-IR spectra, supported by in-vitro release of Ibuprofen 99.16±0.17% of (1:1) w/w in sustenance form than remaining. Exclusion of polymorphic modification in X-RD, Slight lowering of 5 0 C Tm and enthalpy change of 5.70 % (loss) in DSC, deviation in chemical shift (ranging from -0.041 to +0.030) as well as selective broadening of signals in NMR and entrapment of Ibuprofen crystals in Ib-GG binary mixture shown in SEM photographs, reflecting possible evidence for the formation of inclusion type complex between Ibuprofen and GG.

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“…2 C -F (Fig. 2B) of carboxylic and OH group of saturated or unsaturated fatty acid 8,9 present in GG. FROM (1:0.5), (1:1), (1:2), (1:3) W/W PROPORTIONS.…”

Section: Results and Discussion: Physico-chemical Analysis Of Ggmentioning

confidence: 98%

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2015

IJPSR

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“…Similar trend was also reported by some other researchers. For binary mixtures of saturated capric acid and unsaturated oleic acid, the endothermic peaks due to the melting of oleic acid also shifted downwards with the capric acid content increasing (Misra, Misra, Panpalia, & Dorle, 2007). The major melting peaks of hydrogenated vegetable oil in the mixture with milk fat also shifted down in relative to the pure oil (Shen, Birkett, Augustin, Dungey, & Versteeg, 2001 (Table 2).…”

Section: Effect Of Proportion Of S 25 In S 25 /ω-3 Rich Oils Mixturesmentioning

confidence: 95%

Crystallization and melting properties of mixtures of milk fat stearin and omega-3 rich oils

Truong

Bhandari

2017

Food Chemistry

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Solid milk fat stearin (S) can be a promising oxidation retarder due to its capacity to entrap liquid oils, especially for incorporating omega-3 (ω-3) rich oils into dairy products. Thermal properties of S/ω-3 rich oil mixtures are necessary for such application. The effects of S on the crystallization and melting behaviours of ω-3 rich oils, namely fish oil (FO), linseed oil (LO) and krill oil (KO), were investigated by differential scanning calorimetry (DSC). Thermograms showed that with S concentration increasing, transitions of FO and LO shifted to lower and largely to higher temperatures, respectively, while crystallization temperature of KO slightly decreased. Negative, positive and low values of interaction enthalpy (ΔH) suggested the adverse, beneficial and limited effect of S on the crystallization of S/FO, S/LO and S/KO mixtures, respectively. LO could have the best oxidative stability upon the addition of S since their interactions facilitated earlier and stronger crystallization.

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“…This study evaluated the hydrogen bonding ability between the amino group of paracetamols and the carbonyl group of fatty acids. The polymorphic transition of paracetamol was detected in samples of paracetamol-capric acid but not identified in a mixture of paracetamol with oleic acid . Recently, Zhai et al have investigated the cooperativity effects of drug–drug intramolecular interactions for the π···π and H···OH bonds of the phenobarbital···paracetamol···H 2 O complex by using density functional theory, MP2 perturbation theory, and statistical thermodynamics.…”

Section: Introductionmentioning

confidence: 99%

“…The polymorphic transition of paracetamol was detected in samples of paracetamol-capric acid but not identified in a mixture of paracetamol with oleic acid. 11 Recently, Zhai et al have investigated the cooperativity effects of drug–drug intramolecular interactions for the π···π and H···OH bonds of the phenobarbital···paracetamol···H 2 O complex by using density functional theory, MP2 perturbation theory, and statistical thermodynamics. They found that the anti-cooperativity effects of drug–drug intermolecular interactions involving the hydration, π···π stacking, and H-bonding play an important role in forming the pharmaceutical incompatibility between phenobarbital and paracetamol.…”

Section: Introductionmentioning

confidence: 99%

Interactions between Paracetamol and Formaldehyde: Theoretical Investigation and Topological Analysis

Nguyen

et al. 2023

ACS Omega

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In this work, noncovalent interactions including hydrogen bonds, C···C, N···O, and van der Waals forces between paracetamol and formaldehyde were investigated using the second-order perturbation theory MP2 in conjunction with the correlation consistent basis sets (aug-cc-pVDZ and aug-cc-pVTZ). Two molecular conformations of paracetamol were considered. Seven equilibrium geometries of dimers were found from the result of the interactions with formaldehyde for each conformation of paracetamol. Interaction energies of complexes with both ZPE and BSSE corrections range from −7.0 to −21.7 kJ mol–1. Topological parameters (such as electron density, its Laplacian, and local electron energy density at the bond critical points) of the bonds from atoms in molecules theory were analyzed in detail. The natural bond orbital analysis showed that the stability of complexes was controlled by noncovalent interactions including O–H···O, N–H···O, C–H···O, C–H···N, C–H···H–C, C···C, and N···O. The red- and blue-shifted hydrogen bonds could both be observed in these complexes. The properties of these interactions were also further examined in water using a polarized continuum model. In water, the stability of the complex was slightly reduced as compared to that in the gas phase.

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Interaction Study of Paracetamol with Saturated (Capric) and Unsaturated (Oleic) Fatty Acids

Cited by 6 publications

References 18 publications

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Crystallization and melting properties of mixtures of milk fat stearin and omega-3 rich oils

Interactions between Paracetamol and Formaldehyde: Theoretical Investigation and Topological Analysis

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